N-(5-nitro-1,3-thiazol-2-yl)thiophene-2-carboxamide

• ChemBase ID: 179815
• Molecular Formular: C8H5N3O3S2
• Molecular Mass: 255.2736
• Monoisotopic Mass: 254.97723304
• SMILES: c1(sc(NC(=O)c2sccc2)nc1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1cccs1)Nc1ncc(s1)[N+](=O)[O-]
• InChI: InChI=1S/C8H5N3O3S2/c12-7(5-2-1-3-15-5)10-8-9-4-6(16-8)11(13)14/h1-4H,(H,9,10,12)
• InChIKey: ZLOXYEZYWCTXHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-nitro-1,3-thiazol-2-yl)thiophene-2-carboxamide
• IUPAC Traditional name: N-(5-nitro-1,3-thiazol-2-yl)thiophene-2-carboxamide
• Synonyms: Tenonitrozole

Database IDs

• CAS Number: 3810-35-3
• PubChem SID: 164235725
• PubChem CID: 19646

CALCULATED PROPERTIES

• Acid pKa: 7.8710327
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4252827
• LogD (pH = 7.4): 2.3078198
• Log P: 2.4270349
• Molar Refractivity: 59.6477 cm^3
• Polarizability: 21.576069 Å^3
• Polar Surface Area: 87.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Antimycotic agent

Product Information

• Application(s): Active against Candida albicans; Antiprotozoal; Trichomonacide

REFERENCES

• Robba, M. et al., Ann. Pharm. Fr., 1964, 22, 201, (synth, pharmacol)
• Tuchmann-Duplessis, H. et al., C. R. Hebd. Seances Acad. Sci., 1964, 258, 5103, (tox)
• Viossat, B. et al., Chem. Pharm. Bull., 1991, 39, 3023, (cryst struct)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 528